[(1R,3R,5S,7S,9R,10E,12E,14R,15S,18Z,20E,22R,23S,25R,26R,27R,30S,31S,33R,34S,35R)-15-[(E,2S)-10-[(N,N'-dimethylcarbamimidoyl)amino]dec-6-en-2-yl]-5,7,9,23,25,27,31,33,34,35-decahydroxy-10,14,18,22,26,30-hexamethyl-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12,18,20-tetraen-3-yl] 6-methylheptanoate

Details

• Internal ID: 020db4bc-b9be-47a9-9997-b8b24aab2bd8
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: [(1R,3R,5S,7S,9R,10E,12E,14R,15S,18Z,20E,22R,23S,25R,26R,27R,30S,31S,33R,34S,35R)-15-[(E,2S)-10-[(N,N'-dimethylcarbamimidoyl)amino]dec-6-en-2-yl]-5,7,9,23,25,27,31,33,34,35-decahydroxy-10,14,18,22,26,30-hexamethyl-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12,18,20-tetraen-3-yl] 6-methylheptanoate
• SMILES (Canonical): CC1CCC(C(C(CC(C(C=CC=C(C(=O)OC(C(C=CC=C(C(CC(CC(CC(CC2CC(C(C(O2)(CC1O)O)O)O)OC(=O)CCCCC(C)C)O)O)O)C)C)C(C)CCCC=CCCCNC(=NC)NC)C)C)O)O)C)O
• SMILES (Isomeric): C[C@H]1CC[C@H]([C@H]([C@@H](C[C@@H]([C@@H](/C=C/C=C(\C(=O)O[C@H]([C@@H](/C=C/C=C(/[C@@H](C[C@H](C[C@@H](C[C@H](C[C@H]2C[C@H]([C@@H]([C@](O2)(C[C@@H]1O)O)O)O)OC(=O)CCCCC(C)C)O)O)O)\C)C)[C@@H](C)CCC/C=C/CCCNC(=NC)NC)/C)C)O)O)C)O
• InChI: InChI=1S/C62H109N3O15/c1-39(2)22-17-18-28-57(74)78-49-33-47(66)32-48(67)34-52(69)40(3)24-20-26-44(7)58(43(6)23-16-14-12-13-15-19-31-65-61(63-10)64-11)79-60(76)45(8)27-21-25-41(4)53(70)37-54(71)46(9)51(68)30-29-42(5)56(73)38-62(77)59(75)55(72)36-50(35-49)80-62/h12-13,20-21,24-27,39,41-44,46-56,58-59,66-73,75,77H,14-19,22-23,28-38H2,1-11H3,(H2,63,64,65)/b13-12+,25-21+,26-20+,40-24+,45-27-/t41-,42+,43+,44-,46-,47+,48+,49-,50+,51-,52-,53+,54-,55-,56+,58+,59+,62-/m1/s1
• InChI Key: BRLHILFTNILTRK-XGWDBKLBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₁₀₉N₃O₁₅
• Molecular Weight: 1136.50 g/mol
• Exact Mass: 1135.78586978 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 6.37
• H-Bond Acceptor: 16
• H-Bond Donor: 12
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6218	62.18%
Caco-2	-	0.8602	86.02%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6998	69.98%
OATP2B1 inhibitior	-	0.8648	86.48%
OATP1B1 inhibitior	+	0.8087	80.87%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9874	98.74%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	+	0.8526	85.26%
CYP3A4 substrate	+	0.7493	74.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8822	88.22%
CYP3A4 inhibition	-	0.8818	88.18%
CYP2C9 inhibition	-	0.7892	78.92%
CYP2C19 inhibition	-	0.8029	80.29%
CYP2D6 inhibition	-	0.8843	88.43%
CYP1A2 inhibition	-	0.8074	80.74%
CYP2C8 inhibition	+	0.8320	83.20%
CYP inhibitory promiscuity	-	0.9844	98.44%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5995	59.95%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.8988	89.88%
Skin irritation	-	0.7313	73.13%
Skin corrosion	-	0.9180	91.80%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7904	79.04%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8060	80.60%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7726	77.26%
Acute Oral Toxicity (c)	III	0.5798	57.98%
Estrogen receptor binding	+	0.7967	79.67%
Androgen receptor binding	+	0.6799	67.99%
Thyroid receptor binding	+	0.6577	65.77%
Glucocorticoid receptor binding	+	0.7952	79.52%
Aromatase binding	+	0.5370	53.70%
PPAR gamma	+	0.8185	81.85%
Honey bee toxicity	-	0.6042	60.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7614	76.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.71%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	98.46%	89.63%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.48%	96.38%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.57%	95.17%
CHEMBL2581	P07339	Cathepsin D	95.34%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.33%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.88%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.88%	96.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	94.66%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.04%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.95%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.49%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.39%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	91.32%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.74%	96.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.44%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.37%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.34%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.36%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.60%	89.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.54%	85.31%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.32%	96.90%
CHEMBL1937	Q92769	Histone deacetylase 2	84.18%	94.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.65%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.38%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	83.32%	92.50%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.22%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.16%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.00%	95.89%
CHEMBL2535	P11166	Glucose transporter	82.74%	98.75%
CHEMBL5028	O14672	ADAM10	82.14%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.03%	82.69%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.51%	94.23%
CHEMBL340	P08684	Cytochrome P450 3A4	81.29%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.98%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163189228
• LOTUS: LTS0150580
• wikiData: Q104944887